A Convenient Separation of cis-and trans-Methoxycyclohexanols

Mar 12, 2018 - as methylpyrazine; infrared spectrum (carbon tetrachloride) iden- tical with that of authenticmaterial; picrate (ethyl acetate), m.p.. ...
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JULY, 1963 isolation (after 16 hr.) of formaldimedon (ethanol-water), m.p. 192-192.5", pure or mixed with an authentic sample. The second peak (2.7 min.) was condensed in a small capillary and identified as methylpyrazine; infrared spectrum (carbon tetrachloride) identical with that of authentic material; picrate (ethyl acetate), m.p. 127", softening a t 128.5-130.5", pure or mixed with an authentic sample of methylpyrazine picrate (m.p. 129-131'). A third peak corresponding in retention time (4.1 min.) to vinylpyrazine built up gradually to about 1% yield a t 380". Collection of this substance did not afford enough material for derivative formation, but instantaneous decoloration of permanganate provided additional support for the assignment of vinylpyrazine to this peak. Pyrolysis of 2-Pyridineethan0l.~~--Preheaterwasempty; column T 7 190'; sample size, 6 pl. 2-Pyridineethanol was chromatographed essentially unchanged's a t preheater T,190" (infrared spectrum of eluate, retention time 11.2 min.). 2-Pyridineethanol was then chromatographed a t preheater temperatures of 195, 230, 265, 285, 310, 340, 370, and 390" giving